Judging from what i've seen over the last few years (and thanks to my spreadsheets showing purchase dates, discounts, retirement dates etc through the years), i'm convinced the following Star Wars sets retire in late fall/early winter. Reason is because many of these are either being clearanced at walmarts right now, or have the Lego LEGO Shop at Home sales. I'm not following buildable figures, so i'm not speculating on those or microfighters, but i'd suspect those will get culled too. I'm not speculating too deep on exclusives either because they are done to death, but i'd put my money on Sandcrawler and Ewok Village getting axed by december.
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Winter wave 2015 sets: All of them: ( Tie Advance Protype, Geonosis Troopers, Senate Commando Troopers, Imperial Troop Transport, Shadow Troopers, Battle Droid Troop Carrier (this may already be gone), Hailfire Droid )
Summer Wave 2015 Sets: All of them (Flash Speeder, Naboo Starfighter, Death Star Final Duel, Tydirium, Sith Infiltrator, Imperial Assault Carrier) - all of these are seeing 25% or more discounts lately. Walmart seems to be trying to get rid of their stock ( a solid sign of their production runs ending well before the Rogue One sets hit the market )
Force Awakens Force Friday sets: FO Snowspeeder, FO Transporter, FO Special Forces Tie Fighter (I think their final production runs maybe nearing)
Winter Wave 2016 Sets: Resistance Troop Transporter, Battle on Takodana (the clearance of these sets right now is a solid sign. Last year, a lot of the winter wave sets only had a year run too, while others did not. I suspect the 3 of the 4 24.99 sets (Hoth Attack, Droid Escape, Obi Wan's Inteceptor, Carbon Freezing) will also carry on past this next year. Or maybe all 4 do.
I'm not so sure about the following getting tagged this winter: Millennium Falcon, Kylo Ren's Command Shuttle, Poe's X-wing (I was convinced a while back, but i'm not so sure now since this never is clearanced), or any of the battle packs from this year. I think some of those sets will stick around past the end of this year and may go well into all of next year.